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Synthesis and properties of thermotropic liquid-crystalline polyesters containing 9,10-diphenylanthracene moiety in the main chain

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Abstract

We synthesized thermotropic liquid-crystalline polyesters in which 9,10-diphenylanthracene moieties are incorporated into the main chain type of polyester forming the chiral smectic C (Sm C*). The polymers were prepared by the isopropyltitanate-catalyzed reaction of biphenyldicarboxylic acid and the corresponding diols, with different ratios of diol of 9,10-diphenylanthracene moiety to the alkane diols (1, 5, and 10 mol %) under nitrogen atmosphere. The polymers exhibited thermotropic liquid crystals despite the presence of a bulky diphenylanthracene moiety in the main chain. The circular dichroism spectra revealed that a Sm C* phase was formed in the polymer with 1 mol % of anthracene moiety, although only an Sm A phase was formed in the other polymers. This is the first example of a Sm C* polyester containing a diphenylanthracene moiety in the main chain. Furthermore, we measured the optical properties of the polymers and found that they exhibited very high fluorescent efficiency. The fluorescence spectra of the thin film differed from that of a CH2Cl2 solution.

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Authors and Affiliations

  1. Department of Organic and Polymeric Materials, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo, 152-8552, Japan

    Makoto Uchimura, Ryohei Ishige, Masayuki Shigeta, Yuki Arakawa, Yosuke Niko, Junji Watanabe & Gen-Ichi Konishi

  2. PRESTO, Japan Science and Technology Agency (JST), Kawaguchi, Saitama, 332-0012, Japan

    Gen-Ichi Konishi

Authors
  1. Makoto Uchimura
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  2. Ryohei Ishige
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  3. Masayuki Shigeta
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  4. Yuki Arakawa
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  5. Yosuke Niko
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  6. Junji Watanabe
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  7. Gen-Ichi Konishi
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Correspondence to Gen-Ichi Konishi.

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Dedicated to Professor Kazuhiko Mizuno for his outstanding contribution to organic photochemistry.

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Uchimura, M., Ishige, R., Shigeta, M. et al. Synthesis and properties of thermotropic liquid-crystalline polyesters containing 9,10-diphenylanthracene moiety in the main chain. Res Chem Intermed 39, 403–414 (2013). https://doi.org/10.1007/s11164-012-0658-y

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